Diisopropylethylamine → 3-{4-[(6-{[(2R)-2-(3-Fluoro-4-hydroxyphenyl)-2-hydroxyethyl]amino}hexyl)oxy]butyl}benzenesulfonamide formate

HRID 749252노트

반응식

HRID 749252 반응식
[NH2:1][CH2:2][C@@H:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([F:12])[CH:6]=1)[OH:4].C(N(C(C)C)CC)(C)C.Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][O:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]1[CH:35]=[C:36]([S:40]([NH2:43])(=[O:42])=[O:41])[CH:37]=[CH:38][CH:39]=1>CN(C)C=O>[CH:8]([OH:11])=[O:29].[F:12][C:7]1[CH:6]=[C:5]([C@@H:3]([OH:4])[CH2:2][NH:1][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][O:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]2[CH:35]=[C:36]([S:40]([NH2:43])(=[O:42])=[O:41])[CH:37]=[CH:38][CH:39]=2)[CH:10]=[CH:9][C:8]=1[OH:11]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 21895438Benzenesulfonamide, 3-[4-[(6-bromohexyl)oxy]butyl]-HCID 688644724-[(1R)-2-amino-1-hydroxyethyl]-2-fluorophenol

생성물 1

HCID 693189223-{4-[(6-{[(2R)-2-(3-Fluoro-4-hydroxyphenyl)-2-hydroxyethyl]amino}hexyl)oxy]butyl}benzenesulfonamide formate수율 62.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A stirred solution of 4-[(1R)-2-amino-1-hydroxyethyl]-2-fluorophenol (45 mg), diisopropylethylamine (0.06 ml) and 3-{4-[(6-bromohexyl)oxy]butyl}benzenesulfonamide (86 mg) in N,N-dimethylformamide (1 ml) under nitrogen was heated to 50° for 18 h. The mixture was cooled to 20°, the solvent evaporated in vacuo and the residue purified by mass-directed autopreparative HPLC to give the title compound (36 mg). LCMS RT=2.37 min, ES+ve 483 (MH)+.

후처리

  1. temperatureThe mixture was cooled to 20°
  2. customthe solvent evaporated in vacuo
  3. customthe residue purified by mass-directed autopreparative HPLC

출처 및 근거

ORD 기록
ord-3703fa36968a4bec8eefa28bfbaf5e55
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402598B2

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